Stouffville Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Stouffville holiday rentals

A staircase with a glass door leading to a shoe rack.

1. 2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
Richmond Hill
9.6 out of 10, Exceptional, (21 reviews)
"Quite, clean, had everything we needed.. great place to spend with the family, I would definitely give this one 2 thumbs up!"
United States
Nick T.
The price is AU$163
includes taxes & fees
9 Nov - 10 Nov
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
A modern living room with tufted sofas, a coffee table with a gold leaf design, and a kitchen in the background.

2. Stylish 1BR + Den Apartment | Sleeps 5 | Separate Ent. & Comfort with Parking

Stylish 1BR + Den Apartment | Sleeps 5 | Separate Ent. & Comfort with Parking
Markham
9.4 out of 10, Exceptional, (6 reviews)
"Super clean room and friendly host! Check in instructions were clear and accurate, but we still got a bit of confusion with too many doors. Extremely clean place, fresh towels with nice scent."
Canada
Weiqiao
The price is AU$153
includes taxes & fees
30 Nov - 1 Dec
Stylish 1BR + Den Apartment | Sleeps 5 | Separate Ent. & Comfort with Parking
A wooden pergola with string lights, outdoor furniture, and hanging flower baskets in a garden setting.

3. Luxury 2 bedroom house - fully renovated - full feature

Luxury 2 bedroom house - fully renovated - full feature
Richmond Hill
9.4 out of 10, Exceptional, (53 reviews)
"Clean room，family friendly"
Canada
DAI NING
Luxury 2 bedroom house - fully renovated - full feature
A modern bedroom with a large bed, a desk, and a chair.

4. Cozy Countryside Guesthouse with BBQ & Firepit

Cozy Countryside Guesthouse with BBQ & Firepit
Pickering
7.6 out of 10, Good, (4 reviews)
"It was an alright night away. Place was fairly clean, newer Reno for sure with some smaller kinks to be worked out. No wifi instructions and noises in the morning with occupants of the other side of the house. Neat spot for a little getaway for the night."
Canada
Geoff G.
The price is AU$197
includes taxes & fees
9 Nov - 10 Nov
Cozy Countryside Guesthouse with BBQ & Firepit
A modern kitchen with a central island, a dining area with a bench, and a living room with a fireplace.

5. King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg

King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
Pickering
10.0 out of 10, Exceptional, (29 reviews)
"Great stay, beautiful place "
Canada
Steven F.
The price is AU$525
includes taxes & fees
9 Nov - 10 Nov
King Bed I Chefs Kitchen I Toronto Hub I 5 Beds 3.5 Bath I 8km from Tesla Chrg
A modern living room with a flat-screen TV, a dining table, and a sofa.

6. cozy1bedroom Guest suite(1queen bed+1 double Sofa bed,1floor mattress (5Guests)

cozy1bedroom Guest suite(1queen bed+1 double Sofa bed,1floor mattress (5Guests)
Richmond Hill
9.2 out of 10, Wonderful, (12 reviews)
"I really enjoyed the stay here my wife felt really comfortable and she even enjoyed it as well definitely renting this place out again in the future"
United States
Alexis
The price is AU$230
includes taxes & fees
10 Nov - 11 Nov
cozy1bedroom Guest suite(1queen bed+1 double Sofa bed,1floor mattress (5Guests)
Room

7. Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking

Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
Aurora
10.0 out of 10, Exceptional, (16 reviews)
"This location is perfect for one or two travelers who are looking for a quiet stay in a neighborhood that is well connected to amenities. The check-in process and communication with the host was efficient and easy. The room was well appointed and very comfortable."
Canada
Diane
The price is AU$208
includes taxes & fees
16 Nov - 17 Nov
Stylish Main Level Suite with Separate Entrance, Private Patio and 2 Car Parking
A modern kitchen with stainless steel appliances, a dining area with bar stools, and a living space with a TV.

8. Luxury KIA Room A1 private bathroom

Luxury KIA Room A1 private bathroom
Richmond Hill
The price is AU$158
includes taxes & fees
9 Nov - 10 Nov
Luxury KIA Room A1 private bathroom
A modern living room with a sofa, coffee table, and dining area.

9. Spacious 4-bedroom house in Pickering

Spacious 4-bedroom house in Pickering
Pickering
7.2 out of 10, Good, (5 reviews)
"Perfect and quiet location for us, plenty of room, clean and comfortable. "
United States
Jacob M.
The price is AU$570
includes taxes & fees
17 Nov - 18 Nov
Spacious 4-bedroom house in Pickering
Interior

10. Modern Comforts, Quiet Neighborhood, Free 02 Parking

Modern Comforts, Quiet Neighborhood, Free 02 Parking
2.0 star property
Liverpool
10.0 out of 10, Exceptional, (1 review)
"House was neat and clean as showed in the pictures. We had a smooth check in process and enjoyed our stay. The house is really beautiful"
Canada
Prem
The price is AU$361
includes taxes & fees
9 Nov - 10 Nov
Modern Comforts, Quiet Neighborhood, Free 02 Parking
A modern kitchen with a central island, a wooden cabinet, and a decorative wall piece.

11. Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!

Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Liverpool
10.0 out of 10, Exceptional, (3 reviews)
"Was what we needed for the night"
United States
Lisa S.
The price is AU$170
includes taxes & fees
9 Nov - 10 Nov
Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
A modern living room with a fireplace, a dining area with a glass table, and a large window.

12. Walk-out unit—better than any hotel

Walk-out unit—better than any hotel
Richmond Hill
The price is AU$218
includes taxes & fees
16 Nov - 17 Nov
Walk-out unit—better than any hotel
A kitchen with light wood cabinets, a stainless steel sink, a microwave, and a coffee maker.

13. Family style cozy living in friendly surroundings

Family style cozy living in friendly surroundings
Ajax
8.0 out of 10, Very good, (1 review)
"Place was nice, hosts were respectful and responsive.Just a warning though, it has the same problem as most basement spaces though, the bedroom is right under a high traffic area so be aware.I had ear plugs and it was fine"
United States
Aaron H.
The price is AU$189
includes taxes & fees
16 Nov - 17 Nov
Family style cozy living in friendly surroundings
A two-story brick house with a front garage, a balcony, and a basketball hoop in the front yard.

14. Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry

Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry
Richmond Hill
9.8 out of 10, Exceptional, (6 reviews)
"Great host! And very clean place"
Canada
KABIR
The price is AU$299
includes taxes & fees
9 Nov - 10 Nov
Spacious 2 BR, 3 beds, sleeps 6, kitchen, laundry
A modern bedroom with a large bed, two bedside lamps, a chandelier, and a bathroom visible through an open door.

15. Modern 2-Bedroom/2Bath Private Suite | Full Kitchen, Laundry & Private Entrance

Modern 2-Bedroom/2Bath Private Suite | Full Kitchen, Laundry & Private Entrance
Ajax
9.0 out of 10, Wonderful, (2 reviews)
"Lovely and convenient place. Very clear communication with Thilee who obviously pays a lot of attention to getting things right for his guest."
United States
Harold
The price is AU$235
includes taxes & fees
9 Nov - 10 Nov
Modern 2-Bedroom/2Bath Private Suite | Full Kitchen, Laundry & Private Entrance
A modern living room with a flat-screen TV mounted on a wooden wall, a glass coffee table, a brown leather sofa, and a window with blinds.

16. LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE

LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
Pickering
The price is AU$362
includes taxes & fees
9 Nov - 10 Nov
LUXE LIVING - PRIVATE COUNTRYSIDE GUESTHOUSE
A modern living room with a grey sofa, two white armchairs, a black entertainment unit, and a decorative wall piece.

17. Luxury Modern B Appartment

Luxury Modern B Appartment
Richmond Hill
7.8 out of 10, Good, (17 reviews)
"Thanks so much for the stay it was fun. Space was clean and the beds were comfortable. Really nice space. Might need a better ventilation system or diffuser to avoid the basement odor (a little) but thankful nonetheless."
United States
Michael
The price is AU$248
includes taxes & fees
22 Nov - 23 Nov
Luxury Modern B Appartment
A two-story house with a stone facade, a garage, and a front porch.

18. Chic 2BR Suite Stylish Stay w/ Kitchen + Free Parking

Chic 2BR Suite Stylish Stay w/ Kitchen + Free Parking
Highbush
10.0 out of 10, Exceptional, (2 reviews)
"Place was amazing. Super clean. Jasmine was super helpful with any questions I had and also had great recommendations."
United States
Branden T.
The price is AU$400
includes taxes & fees
9 Nov - 10 Nov
Chic 2BR Suite Stylish Stay w/ Kitchen + Free Parking
A cozy bedroom with a wooden headboard, a bed with pillows, a hanging robe, and a small table with a lamp.

19. The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!

The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!
Uxbridge
6.6 out of 10, (4 reviews)
"More of a glamping experience than a normal air bnb. Be handy with troubleshooting in case of any minor issues that can crop up, especially during storms. If you're up to the challenge, though, 5/5"
Canada
Jordan
The price is AU$257
includes taxes & fees
9 Nov - 10 Nov
The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!
A modern building with a dark exterior, large windows, and a grassy yard with two birch trees.

20. Cozy 1-bedroom in basement house in adorable Richmond Hill with AC

Cozy 1-bedroom in basement house in adorable Richmond Hill with AC
Richmond Hill
6.0 out of 10, (3 reviews)
"DO NOT FALL FOR THIS PROPERTY. It may look clean and “luxurious” in the pictures, but our experience was completely different. Upon arrival, the host told us the room we had booked was suddenly unavailable and offered us a basement room for an EXTRA $70. We were exhausted and didn’t have the time or extra money to find another place, so we agreed. After leaving our things and going out to eat, the host called us twice asking how long we would be out and saying he had a “SURPRISE” for us. When...
Canada
Anonymous traveller
The price is AU$127
includes taxes & fees
22 Nov - 23 Nov
Cozy 1-bedroom in basement house in adorable Richmond Hill with AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Find holiday rentals that suit your style

apart-hotel image
Aparthotels
Aparthotels
Apartment image
Apartments
Apartments

Top Stouffville Hotel Reviews

A spacious hotel lobby with a central seating area, multiple tables, and a large dining table.
Hampton Inn & Suites by Hilton Toronto Markham

Hampton Inn & Suites by Hilton Toronto Markham

Hampton Inn & Suites by Hilton Toronto Markham
Markham

10/10 Excellent

Clean room, staff are helpful, breakfast was nice.
Australia
Manli
Reviewed November 22, 2025
Hampton Inn & Suites by Hilton Toronto Markham

Find out more about Stouffville

Everything you need to know about Stouffville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Stouffville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stouffville holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Stouffville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stouffville. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Stouffville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Stouffville holiday rentals we have selected for you start as low as AU$153 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Stouffville rentals

At Expedia, we put the best Stouffville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Stouffville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stouffville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stouffville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a holiday rental in Stouffville?

Yes, there are holiday rentals in Stouffville close to Whitchurch-Stouffville Leisure Centre, or you can select a more secluded option if you're looking for a relaxing stay. Stouffville is known for its shopping and restaurants. Make sure you have time to check out the coffee shops while you're in the area.

What are some of the best holiday rentals that Stouffville has to offer?

The Artist House in Downtown Richmond Hill [2bdrm|1 bath]: This holiday home rental outside of Stouffville has air conditioning and Netflix to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Stouffville?

Choose from 3 Expedia holiday rentals in Stouffville for a memorable holiday.

What can I see and do in Stouffville?

While exploring the area, visit family-friendly sights like Toronto Zoo, or get outside and enjoy nature at Lake Wilcox Park. In the wider area, you’ll find Whitchurch-Stouffville Leisure Centre and Willow Springs Winery.

What are holiday rentals like in Stouffville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Stouffville. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a family trip.